反应详情

To a stirred solution of 1-(6-bromo-2-pyridinyl)-1-butanol (626 mg, 2.72 mmol) and ethyl (4-hydroxy-2-methylphenoxy)acetate (539 mg, 2.56 mmol) in dry THF (51 mL) at 0° C. (ice/water bath) under nitrogen was added ADDM (1.32 g, 5.13 mmol) followed by nBu3P (1.28 mL, 4.95 mmol) drop-wise. The mixture was stirred with slow warming to rt over 18 hours and then concentrated under vacuum, diluted with EtOAc (150 mL) and washed with water (3×75 mL), dried (Na2SO4), filtered and reduced to give a yellow oil. Purification by SPE (silica, 20 g cartridge) eluting with cyclohexane:EtOAc (gradient 20:1 to 10:1) afforded the title compound (388 mg).

1. concentrationconcentrated under vacuum
2. additiondiluted with EtOAc (150 mL)
3. washwashed with water (3×75 mL)
4. dry with materialdried (Na2SO4)
5. filtrationfiltered
6. customto give a yellow oil
7. customPurification by SPE (silica, 20 g cartridge)
8. washeluting with cyclohexane